# Supplementary Material (ESI) for Chemical Communications # This journal is © The Royal Society of Chemistry 2005 data_global _journal_coden_Cambridge 182 loop_ _publ_author_name 'George Newkome' 'Charles Moorefield' 'Matthew Panzer' 'Pingshan Wang' _publ_contact_author_name 'Prof George Newkome' _publ_contact_author_address ; Department of Polymer Science and Chemistry University of Akron 170 University Cr. Goodyear Polymer Ctr. Akron OH 44325-4717 UNITED STATES OF AMERICA ; _publ_contact_author_email NEWKOME@UAKRON.EDU _publ_requested_journal 'Chemical Communications' _publ_section_title ; Helical and polymeric nanostructures assembled from benzene tri- and tetracarboxylic acids associated with terpyridine copperII complexes ; data_mp1 _database_code_depnum_ccdc_archive 'CCDC 246958' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C40 H24 Cu2 N6 O8' _chemical_formula_sum 'C40 H24 Cu2 N6 O8' _chemical_formula_weight 843.73 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.722(2) _cell_length_b 10.082(3) _cell_length_c 12.348(3) _cell_angle_alpha 101.944(5) _cell_angle_beta 104.207(5) _cell_angle_gamma 95.869(5) _cell_volume 899.7(4) _cell_formula_units_Z 1 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 1275 _cell_measurement_theta_min 2.38 _cell_measurement_theta_max 22.63 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.13 _exptl_crystal_size_mid 0.08 _exptl_crystal_size_min 0.04 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.557 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 428 _exptl_absorpt_coefficient_mu 1.246 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_correction_T_min 0.8548 _exptl_absorpt_correction_T_max 0.9518 _exptl_absorpt_process_details SADABS _exptl_special_details ; Platon Squeeze was used to remove disordered water molecules El/Cell 37. ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 7951 _diffrn_reflns_av_R_equivalents 0.0419 _diffrn_reflns_av_sigmaI/netI 0.0802 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 9 _diffrn_reflns_limit_k_min -13 _diffrn_reflns_limit_k_max 13 _diffrn_reflns_limit_l_min -16 _diffrn_reflns_limit_l_max 16 _diffrn_reflns_theta_min 1.75 _diffrn_reflns_theta_max 28.35 _reflns_number_total 4138 _reflns_number_gt 3285 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0479P)^2^+0.6339P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 4138 _refine_ls_number_parameters 254 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0748 _refine_ls_R_factor_gt 0.0560 _refine_ls_wR_factor_ref 0.1225 _refine_ls_wR_factor_gt 0.1148 _refine_ls_goodness_of_fit_ref 1.033 _refine_ls_restrained_S_all 1.033 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu Cu 0.05028(6) 0.79649(4) 0.69179(4) 0.01425(13) Uani 1 1 d . . . O1 O 0.1793(3) 0.6508(2) 0.6420(2) 0.0167(5) Uani 1 1 d . . . O2 O 0.3968(3) 0.8219(2) 0.6529(2) 0.0197(6) Uani 1 1 d . . . O3 O 0.6072(3) 0.6402(3) 0.8103(2) 0.0204(6) Uani 1 1 d . . . O4 O 0.8654(3) 0.6760(3) 0.7614(2) 0.0188(5) Uani 1 1 d . . . N1 N 0.1968(4) 0.8760(3) 0.8574(3) 0.0228(7) Uani 1 1 d . . . N2 N -0.0312(4) 0.9744(3) 0.7192(3) 0.0255(8) Uani 1 1 d . . . N3 N -0.1076(4) 0.7897(3) 0.5317(3) 0.0208(7) Uani 1 1 d . . . C1 C 0.3060(5) 0.8119(4) 0.9214(3) 0.0274(9) Uani 1 1 d . . . H1 H 0.3333 0.7264 0.8865 0.033 Uiso 1 1 calc R . . C2 C 0.3820(6) 0.8670(5) 1.0392(4) 0.0419(12) Uani 1 1 d . . . H2 H 0.4582 0.8194 1.0849 0.050 Uiso 1 1 calc R . . C3 C 0.3422(7) 0.9960(6) 1.0883(4) 0.0485(15) Uani 1 1 d . . . H3 H 0.3940 1.0375 1.1678 0.058 Uiso 1 1 calc R . . C4 C 0.2298(7) 1.0600(5) 1.0213(4) 0.0422(13) Uani 1 1 d . . . H4 H 0.1999 1.1455 1.0540 0.051 Uiso 1 1 calc R . . C5 C 0.1588(6) 1.0003(4) 0.9052(4) 0.0307(10) Uani 1 1 d . . . C6 C 0.0341(6) 1.0596(4) 0.8231(4) 0.0316(10) Uani 1 1 d . . . C7 C -0.0185(7) 1.1914(4) 0.8423(5) 0.0444(13) Uani 1 1 d . . . H7 H 0.0249 1.2547 0.9153 0.053 Uiso 1 1 calc R . . C8 C -0.1365(7) 1.2248(5) 0.7499(6) 0.0503(15) Uani 1 1 d . . . H8 H -0.1738 1.3123 0.7611 0.060 Uiso 1 1 calc R . . C9 C -0.1986(6) 1.1373(5) 0.6463(5) 0.0439(13) Uani 1 1 d . . . H9 H -0.2787 1.1623 0.5849 0.053 Uiso 1 1 calc R . . C10 C -0.1434(5) 1.0081(4) 0.6302(4) 0.0297(10) Uani 1 1 d . . . C11 C -0.1937(5) 0.8993(4) 0.5228(4) 0.0273(9) Uani 1 1 d . . . C12 C -0.3159(6) 0.9019(5) 0.4179(5) 0.0405(12) Uani 1 1 d . . . H12 H -0.3737 0.9796 0.4105 0.049 Uiso 1 1 calc R . . C13 C -0.3491(7) 0.7906(6) 0.3276(4) 0.0444(12) Uani 1 1 d . . . H13 H -0.4340 0.7903 0.2573 0.053 Uiso 1 1 calc R . . C14 C -0.2643(6) 0.6798(5) 0.3349(4) 0.0359(11) Uani 1 1 d . . . H14 H -0.2874 0.6029 0.2712 0.043 Uiso 1 1 calc R . . C15 C -0.1433(5) 0.6837(4) 0.4389(3) 0.0236(8) Uani 1 1 d . . . H15 H -0.0820 0.6074 0.4452 0.028 Uiso 1 1 calc R . . C16 C 0.5951(4) 0.5711(3) 0.6130(3) 0.0133(7) Uani 1 1 d . . . C17 C 0.4203(5) 0.5942(3) 0.5646(3) 0.0138(7) Uani 1 1 d . . . C18 C 0.3283(4) 0.5230(3) 0.4522(3) 0.0136(7) Uani 1 1 d . . . H18 H 0.2101 0.5394 0.4192 0.016 Uiso 1 1 calc R . . C19 C 0.6958(5) 0.6356(3) 0.7381(3) 0.0142(7) Uani 1 1 d . . . C20 C 0.3296(4) 0.6990(3) 0.6267(3) 0.0137(7) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu 0.0111(2) 0.0124(2) 0.0181(2) -0.00102(16) 0.00571(16) 0.00202(16) O1 0.0121(12) 0.0165(12) 0.0211(13) 0.0005(10) 0.0072(10) 0.0015(10) O2 0.0229(14) 0.0131(12) 0.0231(14) 0.0015(10) 0.0088(11) 0.0029(10) O3 0.0201(13) 0.0238(14) 0.0173(13) 0.0003(11) 0.0090(11) 0.0028(11) O4 0.0111(12) 0.0231(13) 0.0197(13) 0.0031(11) 0.0029(10) -0.0013(10) N1 0.0158(16) 0.0251(17) 0.0224(17) -0.0059(14) 0.0091(13) -0.0056(13) N2 0.0218(17) 0.0150(16) 0.044(2) 0.0014(15) 0.0226(16) -0.0010(13) N3 0.0123(15) 0.0218(17) 0.0318(19) 0.0115(14) 0.0080(13) 0.0026(13) C1 0.0172(19) 0.037(2) 0.020(2) -0.0047(17) 0.0049(16) -0.0093(17) C2 0.022(2) 0.064(3) 0.029(2) 0.004(2) 0.0051(18) -0.018(2) C3 0.042(3) 0.062(3) 0.024(2) -0.020(2) 0.020(2) -0.036(3) C4 0.039(3) 0.039(3) 0.036(3) -0.021(2) 0.025(2) -0.026(2) C5 0.029(2) 0.022(2) 0.038(2) -0.0113(18) 0.0248(19) -0.0126(17) C6 0.032(2) 0.0158(19) 0.052(3) -0.0018(19) 0.034(2) -0.0034(17) C7 0.056(3) 0.022(2) 0.062(3) -0.006(2) 0.046(3) 0.000(2) C8 0.052(3) 0.026(2) 0.096(5) 0.025(3) 0.049(3) 0.016(2) C9 0.040(3) 0.026(2) 0.086(4) 0.024(3) 0.042(3) 0.016(2) C10 0.025(2) 0.022(2) 0.057(3) 0.023(2) 0.025(2) 0.0097(17) C11 0.020(2) 0.028(2) 0.044(3) 0.0228(19) 0.0162(18) 0.0047(17) C12 0.025(2) 0.049(3) 0.064(3) 0.042(3) 0.015(2) 0.015(2) C13 0.040(3) 0.065(4) 0.032(3) 0.025(3) 0.006(2) 0.011(3) C14 0.033(2) 0.049(3) 0.026(2) 0.015(2) 0.0055(19) 0.000(2) C15 0.0193(19) 0.031(2) 0.021(2) 0.0110(17) 0.0056(16) -0.0034(16) C16 0.0123(16) 0.0110(16) 0.0163(17) 0.0039(13) 0.0043(13) -0.0008(13) C17 0.0144(17) 0.0119(16) 0.0173(17) 0.0038(13) 0.0079(14) 0.0029(13) C18 0.0095(15) 0.0129(16) 0.0176(18) 0.0020(14) 0.0036(13) 0.0013(13) C19 0.0150(17) 0.0092(16) 0.0172(18) 0.0017(13) 0.0036(14) 0.0021(13) C20 0.0145(17) 0.0143(17) 0.0110(16) 0.0015(13) 0.0012(13) 0.0049(14) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu O1 1.938(2) . ? Cu N2 1.952(3) . ? Cu N1 2.026(3) . ? Cu N3 2.036(3) . ? Cu O4 2.221(2) 1_455 ? O1 C20 1.284(4) . ? O2 C20 1.237(4) . ? O3 C19 1.247(4) . ? O4 C19 1.273(4) . ? O4 Cu 2.221(2) 1_655 ? N1 C1 1.322(5) . ? N1 C5 1.363(5) . ? N2 C6 1.333(5) . ? N2 C10 1.350(5) . ? N3 C15 1.345(5) . ? N3 C11 1.356(5) . ? C1 C2 1.395(6) . ? C2 C3 1.414(7) . ? C3 C4 1.356(8) . ? C4 C5 1.381(6) . ? C5 C6 1.484(7) . ? C6 C7 1.419(6) . ? C7 C8 1.399(8) . ? C8 C9 1.337(7) . ? C9 C10 1.402(5) . ? C10 C11 1.473(6) . ? C11 C12 1.411(6) . ? C12 C13 1.361(7) . ? C13 C14 1.359(6) . ? C14 C15 1.381(6) . ? C16 C18 1.389(4) 2_666 ? C16 C17 1.400(5) . ? C16 C19 1.518(5) . ? C17 C18 1.395(5) . ? C17 C20 1.508(4) . ? C18 C16 1.389(4) 2_666 ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag O1 Cu N2 161.78(11) . . ? O1 Cu N1 102.12(12) . . ? N2 Cu N1 80.27(14) . . ? O1 Cu N3 95.62(11) . . ? N2 Cu N3 79.43(14) . . ? N1 Cu N3 159.06(13) . . ? O1 Cu O4 97.69(10) . 1_455 ? N2 Cu O4 100.49(11) . 1_455 ? N1 Cu O4 86.48(11) . 1_455 ? N3 Cu O4 102.22(11) . 1_455 ? C20 O1 Cu 111.4(2) . . ? C19 O4 Cu 137.1(2) . 1_655 ? C1 N1 C5 120.3(4) . . ? C1 N1 Cu 125.6(3) . . ? C5 N1 Cu 113.8(3) . . ? C6 N2 C10 123.1(4) . . ? C6 N2 Cu 118.5(3) . . ? C10 N2 Cu 118.4(3) . . ? C15 N3 C11 118.5(4) . . ? C15 N3 Cu 126.0(3) . . ? C11 N3 Cu 115.3(3) . . ? N1 C1 C2 121.6(4) . . ? C1 C2 C3 117.9(5) . . ? C4 C3 C2 119.7(4) . . ? C3 C4 C5 119.7(5) . . ? N1 C5 C4 120.8(5) . . ? N1 C5 C6 114.3(4) . . ? C4 C5 C6 124.9(4) . . ? N2 C6 C7 118.8(4) . . ? N2 C6 C5 112.9(3) . . ? C7 C6 C5 128.3(4) . . ? C8 C7 C6 117.7(5) . . ? C9 C8 C7 122.1(4) . . ? C8 C9 C10 118.8(5) . . ? N2 C10 C9 119.6(4) . . ? N2 C10 C11 113.5(3) . . ? C9 C10 C11 127.0(4) . . ? N3 C11 C12 120.4(4) . . ? N3 C11 C10 113.3(4) . . ? C12 C11 C10 126.3(4) . . ? C13 C12 C11 118.4(4) . . ? C14 C13 C12 122.0(4) . . ? C13 C14 C15 117.2(4) . . ? N3 C15 C14 123.5(4) . . ? C18 C16 C17 119.0(3) 2_666 . ? C18 C16 C19 119.0(3) 2_666 . ? C17 C16 C19 121.8(3) . . ? C18 C17 C16 119.2(3) . . ? C18 C17 C20 118.0(3) . . ? C16 C17 C20 122.7(3) . . ? C16 C18 C17 121.8(3) 2_666 . ? O3 C19 O4 125.2(3) . . ? O3 C19 C16 117.4(3) . . ? O4 C19 C16 117.4(3) . . ? O2 C20 O1 125.3(3) . . ? O2 C20 C17 119.5(3) . . ? O1 C20 C17 115.1(3) . . ? _diffrn_measured_fraction_theta_max 0.918 _diffrn_reflns_theta_full 28.35 _diffrn_measured_fraction_theta_full 0.918 _refine_diff_density_max 0.524 _refine_diff_density_min -0.680 _refine_diff_density_rms 0.106 data_mp _database_code_depnum_ccdc_archive 'CCDC 246959' _audit_creation_method SHELXL-97 _chemical_name_systematic ; ? ; _chemical_name_common ? _chemical_melting_point ? _chemical_formula_moiety 'C48 H30 Cu2 N6 O12, 3(H2 O)' _chemical_formula_sum 'C48 H36 Cu2 N6 O15' _chemical_formula_weight 1063.91 loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' _symmetry_cell_setting Triclinic _symmetry_space_group_name_H-M 'P-1 ' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' _cell_length_a 7.8605(8) _cell_length_b 11.7030(11) _cell_length_c 22.549(2) _cell_angle_alpha 86.840(2) _cell_angle_beta 89.118(2) _cell_angle_gamma 89.024(2) _cell_volume 2070.7(4) _cell_formula_units_Z 2 _cell_measurement_temperature 100(2) _cell_measurement_reflns_used 5176 _cell_measurement_theta_min 2.73 _cell_measurement_theta_max 27.91 _exptl_crystal_description plate _exptl_crystal_colour blue _exptl_crystal_size_max 0.18 _exptl_crystal_size_mid 0.15 _exptl_crystal_size_min 0.08 _exptl_crystal_density_meas ? _exptl_crystal_density_diffrn 1.706 _exptl_crystal_density_method 'not measured' _exptl_crystal_F_000 1088 _exptl_absorpt_coefficient_mu 1.115 _exptl_absorpt_correction_type 'MULTI-SCAN SADABS' _exptl_absorpt_correction_T_min 0.8246 _exptl_absorpt_correction_T_max 0.9161 _exptl_absorpt_process_details ? _exptl_special_details ; ? ; _diffrn_ambient_temperature 100(2) _diffrn_radiation_wavelength 0.71073 _diffrn_radiation_type MoK\a _diffrn_radiation_source 'fine-focus sealed tube' _diffrn_radiation_monochromator graphite _diffrn_measurement_device_type 'CCD area detector' _diffrn_measurement_method 'phi and omega scans' _diffrn_detector_area_resol_mean ? _diffrn_standards_number ? _diffrn_standards_interval_count ? _diffrn_standards_interval_time ? _diffrn_standards_decay_% ? _diffrn_reflns_number 18712 _diffrn_reflns_av_R_equivalents 0.0289 _diffrn_reflns_av_sigmaI/netI 0.0502 _diffrn_reflns_limit_h_min -10 _diffrn_reflns_limit_h_max 10 _diffrn_reflns_limit_k_min -15 _diffrn_reflns_limit_k_max 15 _diffrn_reflns_limit_l_min -29 _diffrn_reflns_limit_l_max 30 _diffrn_reflns_theta_min 1.74 _diffrn_reflns_theta_max 28.31 _reflns_number_total 9660 _reflns_number_gt 8194 _reflns_threshold_expression >2sigma(I) _computing_data_collection 'Bruker SMART' _computing_cell_refinement 'Bruker SMART' _computing_data_reduction 'Bruker SAINT' _computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)' _computing_structure_refinement 'SHELXL-97 (Sheldrick, 1997)' _computing_molecular_graphics 'Bruker SHELXTL' _computing_publication_material 'Bruker SHELXTL' _refine_special_details ; Refinement of F^2^ against ALL reflections. The weighted R-factor wR and goodness of fit S are based on F^2^, conventional R-factors R are based on F, with F set to zero for negative F^2^. The threshold expression of F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is not relevant to the choice of reflections for refinement. R-factors based on F^2^ are statistically about twice as large as those based on F, and R- factors based on ALL data will be even larger. ; _refine_ls_structure_factor_coef Fsqd _refine_ls_matrix_type full _refine_ls_weighting_scheme calc _refine_ls_weighting_details 'calc w=1/[\s^2^(Fo^2^)+(0.0382P)^2^+1.7103P] where P=(Fo^2^+2Fc^2^)/3' _atom_sites_solution_primary direct _atom_sites_solution_secondary difmap _atom_sites_solution_hydrogens geom _refine_ls_hydrogen_treatment mixed _refine_ls_extinction_method none _refine_ls_extinction_coef ? _refine_ls_number_reflns 9660 _refine_ls_number_parameters 748 _refine_ls_number_restraints 0 _refine_ls_R_factor_all 0.0502 _refine_ls_R_factor_gt 0.0409 _refine_ls_wR_factor_ref 0.0954 _refine_ls_wR_factor_gt 0.0910 _refine_ls_goodness_of_fit_ref 1.036 _refine_ls_restrained_S_all 1.036 _refine_ls_shift/su_max 0.001 _refine_ls_shift/su_mean 0.000 loop_ _atom_site_label _atom_site_type_symbol _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv _atom_site_adp_type _atom_site_occupancy _atom_site_symmetry_multiplicity _atom_site_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group Cu1 Cu 0.69035(3) 0.79493(2) 0.090904(12) 0.00879(7) Uani 1 1 d . . . Cu2 Cu 0.19722(3) 0.70267(2) 0.405832(12) 0.00848(7) Uani 1 1 d . . . O1 O 0.7930(2) 0.66526(14) 0.15500(7) 0.0114(3) Uani 1 1 d . . . O2 O 0.7518(3) 0.51135(16) 0.10381(8) 0.0279(5) Uani 1 1 d . . . O3 O 0.6096(2) 0.88747(14) 0.15509(7) 0.0114(3) Uani 1 1 d . . . O4 O 0.5728(2) 1.05143(14) 0.10028(7) 0.0141(4) Uani 1 1 d . . . O5 O 0.4338(2) 1.39920(15) 0.22095(8) 0.0164(4) Uani 1 1 d . . . H49 H 0.433(4) 1.465(3) 0.2327(13) 0.020 Uiso 1 1 d . . . O6 O 0.4106(2) 1.36818(15) 0.31929(8) 0.0177(4) Uani 1 1 d . . . O7 O 0.2637(2) 0.97909(15) 0.39992(8) 0.0207(4) Uani 1 1 d . . . O8 O 0.2726(2) 0.83401(14) 0.33936(7) 0.0117(3) Uani 1 1 d . . . O9 O 0.1398(2) 0.61431(14) 0.33825(7) 0.0112(3) Uani 1 1 d . . . O10 O 0.0845(2) 0.45826(14) 0.39677(7) 0.0140(4) Uani 1 1 d . . . O11 O -0.0432(2) 0.10365(15) 0.28467(8) 0.0155(4) Uani 1 1 d . . . H50 H -0.032(4) 0.034(3) 0.2777(13) 0.019 Uiso 1 1 d . . . O12 O -0.1027(2) 0.12899(15) 0.18813(8) 0.0179(4) Uani 1 1 d . . . O13 O 0.7005(2) 0.75883(17) 0.25422(8) 0.0172(4) Uani 1 1 d . . . H51A H 0.659(4) 0.808(3) 0.2370(14) 0.021 Uiso 1 1 d . . . H51B H 0.738(4) 0.715(3) 0.2315(14) 0.021 Uiso 1 1 d . . . O14 O 0.3981(3) 0.61854(16) 0.24866(8) 0.0172(4) Uani 1 1 d . . . H52A H 0.480(4) 0.658(3) 0.2559(13) 0.021 Uiso 1 1 d . . . H52B H 0.336(4) 0.625(3) 0.2743(14) 0.021 Uiso 1 1 d . . . O15 O 0.0087(3) 0.88828(16) 0.25873(8) 0.0178(4) Uani 1 1 d . . . H53A H 0.087(4) 0.855(3) 0.2788(13) 0.021 Uiso 1 1 d . . . H53B H -0.071(4) 0.844(3) 0.2608(13) 0.021 Uiso 1 1 d . . . N1 N 0.9179(2) 0.86442(16) 0.07232(8) 0.0108(4) Uani 1 1 d . . . N2 N 0.7270(2) 0.74601(16) 0.01077(8) 0.0099(4) Uani 1 1 d . . . N3 N 0.4685(2) 0.71837(16) 0.07812(8) 0.0100(4) Uani 1 1 d . . . N4 N 0.4282(2) 0.63293(16) 0.42637(8) 0.0101(4) Uani 1 1 d . . . N5 N 0.2222(2) 0.75395(16) 0.48577(8) 0.0095(4) Uani 1 1 d . . . N6 N -0.0362(2) 0.77326(16) 0.42007(9) 0.0101(4) Uani 1 1 d . . . C1 C 1.0076(3) 0.9259(2) 0.10854(11) 0.0124(5) Uani 1 1 d . . . H1 H 0.959(4) 0.939(2) 0.1428(13) 0.015 Uiso 1 1 d . . . C2 C 1.1666(3) 0.9671(2) 0.09280(11) 0.0150(5) Uani 1 1 d . . . H2 H 1.227(4) 1.009(2) 0.1218(12) 0.018 Uiso 1 1 d . . . C3 C 1.2349(3) 0.9442(2) 0.03768(12) 0.0154(5) Uani 1 1 d . . . H3 H 1.341(4) 0.969(2) 0.0274(12) 0.018 Uiso 1 1 d . . . C4 C 1.1424(3) 0.8812(2) -0.00032(11) 0.0141(5) Uani 1 1 d . . . H4 H 1.183(4) 0.867(2) -0.0385(13) 0.017 Uiso 1 1 d . . . C5 C 0.9848(3) 0.84205(19) 0.01830(10) 0.0113(5) Uani 1 1 d . . . C6 C 0.8710(3) 0.7747(2) -0.01772(10) 0.0122(5) Uani 1 1 d . . . C7 C 0.8987(3) 0.7442(2) -0.07606(11) 0.0152(5) Uani 1 1 d . . . H7 H 0.995(4) 0.765(2) -0.0942(12) 0.018 Uiso 1 1 d . . . C8 C 0.7731(3) 0.6852(2) -0.10281(11) 0.0162(5) Uani 1 1 d . . . H8 H 0.787(4) 0.665(2) -0.1404(13) 0.019 Uiso 1 1 d . . . C9 C 0.6228(3) 0.6573(2) -0.07272(11) 0.0143(5) Uani 1 1 d . . . H9 H 0.532(4) 0.621(2) -0.0917(12) 0.017 Uiso 1 1 d . . . C10 C 0.6034(3) 0.6902(2) -0.01484(10) 0.0116(5) Uani 1 1 d . . . C11 C 0.4546(3) 0.6705(2) 0.02506(10) 0.0118(5) Uani 1 1 d . . . C12 C 0.3126(3) 0.6095(2) 0.01117(12) 0.0153(5) Uani 1 1 d . . . H12 H 0.308(4) 0.580(2) -0.0239(13) 0.018 Uiso 1 1 d . . . C13 C 0.1822(3) 0.5977(2) 0.05315(12) 0.0165(5) Uani 1 1 d . . . H13 H 0.078(4) 0.556(2) 0.0435(12) 0.020 Uiso 1 1 d . . . C14 C 0.1978(3) 0.6460(2) 0.10713(12) 0.0166(5) Uani 1 1 d . . . H14 H 0.114(4) 0.641(2) 0.1351(13) 0.020 Uiso 1 1 d . . . C15 C 0.3421(3) 0.7060(2) 0.11796(11) 0.0129(5) Uani 1 1 d . . . H15 H 0.359(3) 0.740(2) 0.1523(13) 0.016 Uiso 1 1 d . . . C16 C 0.7980(3) 0.5578(2) 0.14823(10) 0.0116(5) Uani 1 1 d . . . C17 C 0.8703(3) 0.4832(2) 0.19927(10) 0.0102(5) Uani 1 1 d . . . C18 C 0.5628(3) 0.9939(2) 0.14705(10) 0.0102(4) Uani 1 1 d . . . C19 C 0.4879(3) 1.0441(2) 0.20230(10) 0.0094(4) Uani 1 1 d . . . C20 C 0.4854(3) 1.1617(2) 0.20789(10) 0.0103(5) Uani 1 1 d . . . H20 H 0.523(3) 1.209(2) 0.1796(12) 0.012 Uiso 1 1 d . . . C21 C 0.4241(3) 1.2069(2) 0.26022(10) 0.0108(5) Uani 1 1 d . . . C22 C 0.3647(3) 1.1341(2) 0.30648(10) 0.0105(5) Uani 1 1 d . . . H22 H 0.325(3) 1.162(2) 0.3418(12) 0.013 Uiso 1 1 d . . . C23 C 0.3604(3) 1.0164(2) 0.30066(10) 0.0097(4) Uani 1 1 d . . . C24 C 0.4214(3) 0.9730(2) 0.24829(10) 0.0100(4) Uani 1 1 d . . . H24 H 0.417(3) 0.896(2) 0.2458(11) 0.012 Uiso 1 1 d . . . C25 C 0.4231(3) 1.3319(2) 0.27016(11) 0.0120(5) Uani 1 1 d . . . C26 C 0.2922(3) 0.9384(2) 0.35128(10) 0.0109(5) Uani 1 1 d . . . C27 C 0.5233(3) 0.5663(2) 0.39273(11) 0.0118(5) Uani 1 1 d . . . H27 H 0.477(3) 0.549(2) 0.3575(12) 0.014 Uiso 1 1 d . . . C28 C 0.6815(3) 0.5243(2) 0.41054(11) 0.0140(5) Uani 1 1 d . . . H28 H 0.746(4) 0.478(2) 0.3847(12) 0.017 Uiso 1 1 d . . . C29 C 0.7417(3) 0.5507(2) 0.46517(11) 0.0142(5) Uani 1 1 d . . . H29 H 0.845(4) 0.523(2) 0.4780(12) 0.017 Uiso 1 1 d . . . C30 C 0.6425(3) 0.6180(2) 0.50119(11) 0.0131(5) Uani 1 1 d . . . H30 H 0.681(4) 0.636(2) 0.5369(13) 0.016 Uiso 1 1 d . . . C31 C 0.4866(3) 0.6581(2) 0.48041(10) 0.0107(5) Uani 1 1 d . . . C32 C 0.3661(3) 0.7280(2) 0.51492(10) 0.0116(5) Uani 1 1 d . . . C33 C 0.3884(3) 0.7627(2) 0.57198(11) 0.0145(5) Uani 1 1 d . . . H33 H 0.486(4) 0.743(2) 0.5926(12) 0.017 Uiso 1 1 d . . . C34 C 0.2569(3) 0.8222(2) 0.59845(11) 0.0159(5) Uani 1 1 d . . . H34 H 0.272(4) 0.845(2) 0.6378(13) 0.019 Uiso 1 1 d . . . C35 C 0.1073(3) 0.8467(2) 0.56838(11) 0.0135(5) Uani 1 1 d . . . H35 H 0.018(4) 0.886(2) 0.5859(12) 0.016 Uiso 1 1 d . . . C36 C 0.0937(3) 0.81140(19) 0.51086(10) 0.0108(5) Uani 1 1 d . . . C37 C -0.0535(3) 0.82740(19) 0.47147(10) 0.0107(5) Uani 1 1 d . . . C38 C -0.1988(3) 0.8906(2) 0.48444(11) 0.0131(5) Uani 1 1 d . . . H38 H -0.205(3) 0.925(2) 0.5178(13) 0.016 Uiso 1 1 d . . . C39 C -0.3281(3) 0.8992(2) 0.44322(11) 0.0142(5) Uani 1 1 d . . . H39 H -0.427(4) 0.943(2) 0.4498(12) 0.017 Uiso 1 1 d . . . C40 C -0.3095(3) 0.8440(2) 0.39083(11) 0.0147(5) Uani 1 1 d . . . H40 H -0.395(4) 0.845(2) 0.3642(13) 0.018 Uiso 1 1 d . . . C41 C -0.1628(3) 0.7808(2) 0.38137(11) 0.0123(5) Uani 1 1 d . . . H41 H -0.146(3) 0.742(2) 0.3464(12) 0.015 Uiso 1 1 d . . . C42 C 0.0844(3) 0.5111(2) 0.34836(10) 0.0096(4) Uani 1 1 d . . . C43 C 0.0099(3) 0.4593(2) 0.29479(10) 0.0095(4) Uani 1 1 d . . . C44 C -0.0036(3) 0.3407(2) 0.29320(10) 0.0103(4) Uani 1 1 d . . . H44 H 0.035(3) 0.295(2) 0.3221(12) 0.012 Uiso 1 1 d . . . C45 C -0.0736(3) 0.2935(2) 0.24371(10) 0.0099(4) Uani 1 1 d . . . C46 C -0.1378(3) 0.3653(2) 0.19788(10) 0.0111(5) Uani 1 1 d . . . H46 H -0.191(3) 0.335(2) 0.1659(12) 0.013 Uiso 1 1 d . . . C47 C -0.0507(3) 0.5294(2) 0.24716(10) 0.0102(4) Uani 1 1 d . . . H47 H -0.041(3) 0.607(2) 0.2484(11) 0.012 Uiso 1 1 d . . . C48 C -0.0749(3) 0.1674(2) 0.23582(11) 0.0116(5) Uani 1 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 Cu1 0.01029(14) 0.00983(14) 0.00632(14) -0.00130(10) 0.00094(10) -0.00011(11) Cu2 0.00991(14) 0.00922(14) 0.00641(14) -0.00131(10) -0.00081(10) 0.00000(10) O1 0.0146(8) 0.0106(8) 0.0090(8) -0.0002(6) -0.0009(6) 0.0014(6) O2 0.0533(14) 0.0156(10) 0.0154(10) -0.0033(8) -0.0157(9) 0.0036(9) O3 0.0147(8) 0.0098(8) 0.0096(8) -0.0017(6) 0.0021(6) 0.0018(6) O4 0.0181(9) 0.0149(9) 0.0091(8) 0.0018(7) 0.0024(7) -0.0001(7) O5 0.0260(10) 0.0093(8) 0.0138(9) -0.0003(7) 0.0021(7) -0.0007(7) O6 0.0286(10) 0.0122(9) 0.0126(9) -0.0020(7) -0.0029(7) 0.0013(7) O7 0.0352(11) 0.0150(9) 0.0119(9) -0.0022(7) 0.0078(8) -0.0025(8) O8 0.0147(8) 0.0107(8) 0.0096(8) 0.0001(6) 0.0014(6) -0.0013(6) O9 0.0151(8) 0.0088(8) 0.0100(8) -0.0026(6) -0.0017(6) -0.0013(6) O10 0.0180(9) 0.0152(9) 0.0088(8) 0.0009(7) -0.0020(7) -0.0013(7) O11 0.0246(10) 0.0081(8) 0.0138(9) 0.0004(7) -0.0013(7) 0.0007(7) O12 0.0269(10) 0.0129(9) 0.0143(9) -0.0034(7) -0.0025(7) -0.0010(7) O13 0.0224(10) 0.0178(10) 0.0115(9) -0.0029(7) -0.0026(7) 0.0086(8) O14 0.0221(10) 0.0153(9) 0.0139(9) -0.0006(7) 0.0037(7) -0.0014(8) O15 0.0201(10) 0.0139(9) 0.0191(10) 0.0028(7) -0.0053(8) -0.0025(8) N1 0.0136(10) 0.0092(9) 0.0094(9) 0.0002(8) 0.0009(7) 0.0032(8) N2 0.0124(10) 0.0088(9) 0.0083(9) -0.0004(7) 0.0003(7) 0.0013(8) N3 0.0121(10) 0.0089(9) 0.0089(9) -0.0003(7) -0.0017(7) 0.0012(7) N4 0.0110(10) 0.0086(9) 0.0106(10) 0.0016(7) -0.0012(7) -0.0019(7) N5 0.0122(10) 0.0082(9) 0.0081(9) 0.0001(7) 0.0003(7) -0.0022(7) N6 0.0108(9) 0.0086(9) 0.0108(10) -0.0001(7) 0.0016(7) -0.0004(7) C1 0.0149(12) 0.0097(11) 0.0123(12) 0.0007(9) 0.0001(9) 0.0030(9) C2 0.0152(12) 0.0108(12) 0.0188(13) 0.0017(10) -0.0048(10) 0.0004(9) C3 0.0130(12) 0.0106(12) 0.0216(13) 0.0063(10) 0.0027(10) 0.0026(9) C4 0.0160(12) 0.0132(12) 0.0124(12) 0.0037(9) 0.0032(9) 0.0042(9) C5 0.0150(12) 0.0069(11) 0.0114(11) 0.0029(9) 0.0008(9) 0.0043(9) C6 0.0160(12) 0.0089(11) 0.0111(11) 0.0029(9) 0.0016(9) 0.0033(9) C7 0.0202(13) 0.0139(12) 0.0112(12) 0.0005(9) 0.0034(10) 0.0034(10) C8 0.0256(14) 0.0149(12) 0.0083(11) -0.0032(10) 0.0011(10) 0.0054(10) C9 0.0195(13) 0.0119(12) 0.0115(12) -0.0008(9) -0.0028(10) 0.0031(10) C10 0.0148(12) 0.0100(11) 0.0099(11) 0.0005(9) -0.0009(9) 0.0035(9) C11 0.0159(12) 0.0096(11) 0.0098(11) -0.0006(9) -0.0007(9) 0.0029(9) C12 0.0179(13) 0.0131(12) 0.0153(12) -0.0027(10) -0.0042(10) 0.0010(10) C13 0.0146(12) 0.0121(12) 0.0226(13) 0.0012(10) -0.0032(10) -0.0027(10) C14 0.0139(12) 0.0164(13) 0.0188(13) 0.0047(10) 0.0017(10) 0.0000(10) C15 0.0163(12) 0.0123(12) 0.0101(11) 0.0009(9) 0.0004(9) 0.0016(9) C16 0.0113(11) 0.0135(12) 0.0098(11) -0.0002(9) -0.0009(9) 0.0004(9) C17 0.0096(11) 0.0118(11) 0.0090(11) 0.0011(9) 0.0008(8) 0.0002(9) C18 0.0079(11) 0.0124(11) 0.0107(11) -0.0020(9) 0.0008(8) -0.0017(9) C19 0.0080(11) 0.0122(11) 0.0079(11) -0.0008(9) 0.0003(8) 0.0006(9) C20 0.0129(11) 0.0095(11) 0.0082(11) 0.0023(9) 0.0014(9) -0.0019(9) C21 0.0100(11) 0.0103(11) 0.0126(11) -0.0033(9) -0.0031(9) 0.0001(9) C22 0.0096(11) 0.0129(11) 0.0092(11) -0.0025(9) 0.0003(8) 0.0007(9) C23 0.0080(11) 0.0113(11) 0.0097(11) -0.0006(9) -0.0003(8) 0.0003(9) C24 0.0106(11) 0.0087(11) 0.0107(11) -0.0002(9) -0.0003(8) 0.0010(9) C25 0.0116(11) 0.0098(11) 0.0146(12) -0.0006(9) -0.0010(9) -0.0001(9) C26 0.0076(11) 0.0137(11) 0.0113(11) -0.0008(9) 0.0003(8) 0.0005(9) C27 0.0133(12) 0.0111(11) 0.0109(11) 0.0006(9) 0.0010(9) -0.0028(9) C28 0.0138(12) 0.0108(11) 0.0170(12) 0.0006(10) 0.0034(9) -0.0019(9) C29 0.0106(12) 0.0111(12) 0.0203(13) 0.0055(10) -0.0023(9) -0.0009(9) C30 0.0146(12) 0.0127(12) 0.0119(12) 0.0021(9) -0.0030(9) -0.0040(9) C31 0.0127(11) 0.0094(11) 0.0099(11) 0.0018(9) -0.0002(9) -0.0035(9) C32 0.0157(12) 0.0093(11) 0.0097(11) 0.0019(9) -0.0010(9) -0.0024(9) C33 0.0188(13) 0.0127(12) 0.0119(12) 0.0005(9) -0.0041(10) -0.0025(10) C34 0.0260(14) 0.0131(12) 0.0089(12) -0.0036(9) -0.0002(10) -0.0039(10) C35 0.0197(13) 0.0110(11) 0.0097(11) -0.0015(9) 0.0032(9) -0.0025(10) C36 0.0130(11) 0.0084(11) 0.0109(11) 0.0013(9) 0.0014(9) -0.0029(9) C37 0.0143(12) 0.0090(11) 0.0089(11) -0.0008(9) 0.0007(9) -0.0034(9) C38 0.0171(12) 0.0107(11) 0.0117(12) -0.0027(9) 0.0025(9) -0.0008(9) C39 0.0124(12) 0.0108(12) 0.0190(13) 0.0016(10) 0.0019(9) 0.0008(9) C40 0.0141(12) 0.0151(12) 0.0147(12) 0.0022(10) -0.0004(10) -0.0009(10) C41 0.0135(12) 0.0134(12) 0.0098(11) 0.0019(9) -0.0008(9) -0.0033(9) C42 0.0060(10) 0.0111(11) 0.0116(11) -0.0015(9) -0.0005(8) 0.0020(8) C43 0.0084(11) 0.0115(11) 0.0087(11) -0.0019(9) 0.0009(8) -0.0009(9) C44 0.0104(11) 0.0097(11) 0.0106(11) 0.0018(9) -0.0001(9) 0.0012(9) C45 0.0091(11) 0.0096(11) 0.0107(11) -0.0003(9) 0.0016(8) -0.0013(9) C46 0.0097(11) 0.0143(12) 0.0097(11) -0.0030(9) -0.0009(9) -0.0019(9) C47 0.0103(11) 0.0094(11) 0.0111(11) -0.0011(9) 0.0014(9) -0.0009(9) C48 0.0101(11) 0.0105(11) 0.0142(12) -0.0009(9) 0.0012(9) -0.0008(9) _geom_special_details ; All esds (except the esd in the dihedral angle between two l.s. planes) are estimated using the full covariance matrix. The cell esds are taken into account individually in the estimation of esds in distances, angles and torsion angles; correlations between esds in cell parameters are only used when they are defined by crystal symmetry. An approximate (isotropic) treatment of cell esds is used for estimating esds involving l.s. planes. ; loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag Cu1 N2 1.9411(19) . ? Cu1 O3 1.9472(16) . ? Cu1 N3 2.006(2) . ? Cu1 N1 2.006(2) . ? Cu1 O1 2.1897(16) . ? Cu2 N5 1.9447(19) . ? Cu2 O9 1.9510(16) . ? Cu2 N4 2.027(2) . ? Cu2 N6 2.0280(19) . ? Cu2 O8 2.1703(16) . ? O1 C16 1.275(3) . ? O2 C16 1.228(3) . ? O3 C18 1.297(3) . ? O4 C18 1.222(3) . ? O5 C25 1.327(3) . ? O5 H49 0.83(3) . ? O6 C25 1.210(3) . ? O7 C26 1.235(3) . ? O8 C26 1.278(3) . ? O9 C42 1.298(3) . ? O10 C42 1.224(3) . ? O11 C48 1.320(3) . ? O11 H50 0.84(3) . ? O12 C48 1.212(3) . ? O13 H51A 0.75(3) . ? O13 H51B 0.79(3) . ? O14 H52A 0.82(3) . ? O14 H52B 0.76(3) . ? O15 H53A 0.85(3) . ? O15 H53B 0.82(3) . ? N1 C1 1.335(3) . ? N1 C5 1.356(3) . ? N2 C6 1.332(3) . ? N2 C10 1.336(3) . ? N3 C15 1.334(3) . ? N3 C11 1.356(3) . ? N4 C27 1.331(3) . ? N4 C31 1.358(3) . ? N5 C36 1.339(3) . ? N5 C32 1.339(3) . ? N6 C41 1.332(3) . ? N6 C37 1.355(3) . ? C1 C2 1.381(3) . ? C1 H1 0.87(3) . ? C2 C3 1.385(4) . ? C2 H2 0.98(3) . ? C3 C4 1.383(4) . ? C3 H3 0.91(3) . ? C4 C5 1.380(3) . ? C4 H4 0.94(3) . ? C5 C6 1.482(3) . ? C6 C7 1.395(3) . ? C7 C8 1.379(4) . ? C7 H7 0.89(3) . ? C8 C9 1.388(4) . ? C8 H8 0.90(3) . ? C9 C10 1.386(3) . ? C9 H9 0.96(3) . ? C10 C11 1.478(3) . ? C11 C12 1.384(3) . ? C12 C13 1.388(4) . ? C12 H12 0.88(3) . ? C13 C14 1.378(4) . ? C13 H13 1.00(3) . ? C14 C15 1.376(4) . ? C14 H14 0.91(3) . ? C15 H15 0.90(3) . ? C16 C17 1.517(3) . ? C17 C46 1.385(3) 1_655 ? C17 C47 1.393(3) 1_655 ? C18 C19 1.514(3) . ? C19 C20 1.389(3) . ? C19 C24 1.395(3) . ? C20 C21 1.395(3) . ? C20 H20 0.87(3) . ? C21 C22 1.390(3) . ? C21 C25 1.493(3) . ? C22 C23 1.391(3) . ? C22 H22 0.93(3) . ? C23 C24 1.387(3) . ? C23 C26 1.519(3) . ? C24 H24 0.91(3) . ? C27 C28 1.386(3) . ? C27 H27 0.91(3) . ? C28 C29 1.379(4) . ? C28 H28 0.95(3) . ? C29 C30 1.385(4) . ? C29 H29 0.91(3) . ? C30 C31 1.384(3) . ? C30 H30 0.90(3) . ? C31 C32 1.481(3) . ? C32 C33 1.385(3) . ? C33 C34 1.383(4) . ? C33 H33 0.92(3) . ? C34 C35 1.384(4) . ? C34 H34 0.95(3) . ? C35 C36 1.389(3) . ? C35 H35 0.93(3) . ? C36 C37 1.473(3) . ? C37 C38 1.386(3) . ? C38 C39 1.387(3) . ? C38 H38 0.87(3) . ? C39 C40 1.382(3) . ? C39 H39 0.94(3) . ? C40 C41 1.380(3) . ? C40 H40 0.91(3) . ? C41 H41 0.94(3) . ? C42 C43 1.511(3) . ? C43 C44 1.395(3) . ? C43 C47 1.400(3) . ? C44 C45 1.397(3) . ? C44 H44 0.88(3) . ? C45 C46 1.391(3) . ? C45 C48 1.496(3) . ? C46 C17 1.385(3) 1_455 ? C46 H46 0.93(3) . ? C47 C17 1.393(3) 1_455 ? C47 H47 0.92(3) . ? loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_site_symmetry_1 _geom_angle_site_symmetry_3 _geom_angle_publ_flag N2 Cu1 O3 159.31(7) . . ? N2 Cu1 N3 79.80(8) . . ? O3 Cu1 N3 96.30(7) . . ? N2 Cu1 N1 80.03(8) . . ? O3 Cu1 N1 101.11(7) . . ? N3 Cu1 N1 159.40(8) . . ? N2 Cu1 O1 109.75(7) . . ? O3 Cu1 O1 90.85(6) . . ? N3 Cu1 O1 96.80(7) . . ? N1 Cu1 O1 93.89(7) . . ? N5 Cu2 O9 163.32(8) . . ? N5 Cu2 N4 79.74(8) . . ? O9 Cu2 N4 100.35(7) . . ? N5 Cu2 N6 79.16(8) . . ? O9 Cu2 N6 97.79(7) . . ? N4 Cu2 N6 157.68(8) . . ? N5 Cu2 O8 111.36(7) . . ? O9 Cu2 O8 85.15(6) . . ? N4 Cu2 O8 100.01(7) . . ? N6 Cu2 O8 94.36(7) . . ? C16 O1 Cu1 125.29(14) . . ? C18 O3 Cu1 123.18(15) . . ? C25 O5 H49 105(2) . . ? C26 O8 Cu2 122.82(14) . . ? C42 O9 Cu2 118.59(15) . . ? C48 O11 H50 112(2) . . ? H51A O13 H51B 109(3) . . ? H52A O14 H52B 105(3) . . ? H53A O15 H53B 105(3) . . ? C1 N1 C5 118.9(2) . . ? C1 N1 Cu1 125.99(16) . . ? C5 N1 Cu1 115.03(16) . . ? C6 N2 C10 122.4(2) . . ? C6 N2 Cu1 118.60(16) . . ? C10 N2 Cu1 118.87(16) . . ? C15 N3 C11 119.0(2) . . ? C15 N3 Cu1 125.71(16) . . ? C11 N3 Cu1 115.19(16) . . ? C27 N4 C31 118.7(2) . . ? C27 N4 Cu2 126.56(16) . . ? C31 N4 Cu2 114.70(15) . . ? C36 N5 C32 121.7(2) . . ? C36 N5 Cu2 119.36(16) . . ? C32 N5 Cu2 118.94(16) . . ? C41 N6 C37 118.9(2) . . ? C41 N6 Cu2 125.87(16) . . ? C37 N6 Cu2 114.83(15) . . ? N1 C1 C2 122.1(2) . . ? N1 C1 H1 115.8(18) . . ? C2 C1 H1 122.1(18) . . ? C1 C2 C3 119.0(2) . . ? C1 C2 H2 118.1(17) . . ? C3 C2 H2 122.9(17) . . ? C4 C3 C2 119.4(2) . . ? C4 C3 H3 121.1(18) . . ? C2 C3 H3 119.5(18) . . ? C5 C4 C3 118.7(2) . . ? C5 C4 H4 119.7(17) . . ? C3 C4 H4 121.6(17) . . ? N1 C5 C4 121.9(2) . . ? N1 C5 C6 113.4(2) . . ? C4 C5 C6 124.7(2) . . ? N2 C6 C7 120.0(2) . . ? N2 C6 C5 112.9(2) . . ? C7 C6 C5 127.1(2) . . ? C8 C7 C6 118.2(2) . . ? C8 C7 H7 123.6(18) . . ? C6 C7 H7 118.2(18) . . ? C7 C8 C9 121.1(2) . . ? C7 C8 H8 119.8(19) . . ? C9 C8 H8 119.1(19) . . ? C10 C9 C8 117.8(2) . . ? C10 C9 H9 120.3(17) . . ? C8 C9 H9 121.7(17) . . ? N2 C10 C9 120.5(2) . . ? N2 C10 C11 112.5(2) . . ? C9 C10 C11 127.0(2) . . ? N3 C11 C12 121.7(2) . . ? N3 C11 C10 113.5(2) . . ? C12 C11 C10 124.7(2) . . ? C11 C12 C13 118.4(2) . . ? C11 C12 H12 119.0(19) . . ? C13 C12 H12 122.6(19) . . ? C14 C13 C12 119.5(2) . . ? C14 C13 H13 121.0(16) . . ? C12 C13 H13 119.5(16) . . ? C15 C14 C13 119.1(2) . . ? C15 C14 H14 119.5(18) . . ? C13 C14 H14 121.4(18) . . ? N3 C15 C14 122.3(2) . . ? N3 C15 H15 114.9(18) . . ? C14 C15 H15 122.8(18) . . ? O2 C16 O1 125.3(2) . . ? O2 C16 C17 118.4(2) . . ? O1 C16 C17 116.4(2) . . ? C46 C17 C47 118.5(2) 1_655 1_655 ? C46 C17 C16 119.4(2) 1_655 . ? C47 C17 C16 122.1(2) 1_655 . ? O4 C18 O3 125.7(2) . . ? O4 C18 C19 120.8(2) . . ? O3 C18 C19 113.45(19) . . ? C20 C19 C24 119.2(2) . . ? C20 C19 C18 120.3(2) . . ? C24 C19 C18 120.5(2) . . ? C19 C20 C21 119.9(2) . . ? C19 C20 H20 121.6(18) . . ? C21 C20 H20 118.4(18) . . ? C22 C21 C20 119.9(2) . . ? C22 C21 C25 117.2(2) . . ? C20 C21 C25 122.8(2) . . ? C21 C22 C23 120.8(2) . . ? C21 C22 H22 121.2(17) . . ? C23 C22 H22 118.0(17) . . ? C24 C23 C22 118.5(2) . . ? C24 C23 C26 121.4(2) . . ? C22 C23 C26 120.1(2) . . ? C23 C24 C19 121.6(2) . . ? C23 C24 H24 116.5(17) . . ? C19 C24 H24 122.0(17) . . ? O6 C25 O5 123.2(2) . . ? O6 C25 C21 122.2(2) . . ? O5 C25 C21 114.6(2) . . ? O7 C26 O8 125.7(2) . . ? O7 C26 C23 118.6(2) . . ? O8 C26 C23 115.68(19) . . ? N4 C27 C28 122.1(2) . . ? N4 C27 H27 115.5(17) . . ? C28 C27 H27 122.4(17) . . ? C29 C28 C27 119.2(2) . . ? C29 C28 H28 121.5(17) . . ? C27 C28 H28 119.3(17) . . ? C28 C29 C30 119.4(2) . . ? C28 C29 H29 120.8(18) . . ? C30 C29 H29 119.8(18) . . ? C31 C30 C29 118.4(2) . . ? C31 C30 H30 121.8(18) . . ? C29 C30 H30 119.8(18) . . ? N4 C31 C30 122.2(2) . . ? N4 C31 C32 113.8(2) . . ? C30 C31 C32 124.0(2) . . ? N5 C32 C33 120.6(2) . . ? N5 C32 C31 112.7(2) . . ? C33 C32 C31 126.6(2) . . ? C34 C33 C32 118.3(2) . . ? C34 C33 H33 120.6(17) . . ? C32 C33 H33 121.0(18) . . ? C33 C34 C35 120.6(2) . . ? C33 C34 H34 118.4(18) . . ? C35 C34 H34 121.0(17) . . ? C34 C35 C36 118.3(2) . . ? C34 C35 H35 121.2(17) . . ? C36 C35 H35 120.4(17) . . ? N5 C36 C35 120.4(2) . . ? N5 C36 C37 112.4(2) . . ? C35 C36 C37 127.2(2) . . ? N6 C37 C38 121.6(2) . . ? N6 C37 C36 113.8(2) . . ? C38 C37 C36 124.6(2) . . ? C37 C38 C39 118.8(2) . . ? C37 C38 H38 119.1(19) . . ? C39 C38 H38 122.1(19) . . ? C40 C39 C38 119.3(2) . . ? C40 C39 H39 119.4(17) . . ? C38 C39 H39 121.3(17) . . ? C41 C40 C39 118.8(2) . . ? C41 C40 H40 120.2(18) . . ? C39 C40 H40 120.9(18) . . ? N6 C41 C40 122.6(2) . . ? N6 C41 H41 116.3(17) . . ? C40 C41 H41 121.1(17) . . ? O10 C42 O9 125.0(2) . . ? O10 C42 C43 120.7(2) . . ? O9 C42 C43 114.3(2) . . ? C44 C43 C47 119.3(2) . . ? C44 C43 C42 120.1(2) . . ? C47 C43 C42 120.5(2) . . ? C43 C44 C45 119.8(2) . . ? C43 C44 H44 121.1(18) . . ? C45 C44 H44 119.1(18) . . ? C46 C45 C44 119.6(2) . . ? C46 C45 C48 117.5(2) . . ? C44 C45 C48 122.8(2) . . ? C17 C46 C45 121.5(2) 1_455 . ? C17 C46 H46 118.3(17) 1_455 . ? C45 C46 H46 120.2(17) . . ? C17 C47 C43 121.1(2) 1_455 . ? C17 C47 H47 119.9(17) 1_455 . ? C43 C47 H47 118.9(17) . . ? O12 C48 O11 124.0(2) . . ? O12 C48 C45 121.7(2) . . ? O11 C48 C45 114.3(2) . . ? _diffrn_measured_fraction_theta_max 0.937 _diffrn_reflns_theta_full 28.31 _diffrn_measured_fraction_theta_full 0.937 _refine_diff_density_max 0.526 _refine_diff_density_min -0.359 _refine_diff_density_rms 0.087